‘A Pleasure To Work With’: Legendary Director Has Nothing But Praise For Donald Trump

Legendary film director Woody Allen delivered nothing but compliments when comedian and HBO host Bill Maher asked him about working with President Donald Trump, saying that he’d been professional and pleasant whenever they had interacted.

Allen, who worked with Trump for his 1998 film “Celebrity” made it clear that he and the president shared no common ground when it came to politics — but he told Maher that when it came to professional behavior on a film set, he had no complaints about Trump.

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????NEW: Dem Filmmaker Woody Allen — who once directed Trump — *HEAPS PRAISE* on president’s acting????

“He was a pleasure to work with and a very good actor. He was very polite and hit his mark and did everything correctly and had a real flair for show business.”@DailyCaller pic.twitter.com/tNJMzcjq46

— Jason Cohen ???????? (@JasonJournoDC) September 1, 2025

“He was a pleasure to work with and a very good actor. He was very polite and hit his mark and did everything correctly and had a real flair for show business,” Allen said during a recent appearance on Maher’s “Club Random” podcast.

Maher jumped in with a joke then, noting that Allen — who has faced allegations of sexual misconduct — could soon find himself black-listed by even more people simply for praising Trump: “If you think you were canceled before …”

Maher himself had faced a fair amount of backlash for not only dining with President Trump at the White House, but for saying afterward that Trump had been very different in person than he’d been portrayed by media.

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“I only wish I could direct him now,” Allen continued, and Maher laughed. “If he would let me direct him now that he’s president, I think I could do wonders. But he was very easy to work with.”

“I am a Democrat. I voted for Kamala Harris. And I take issue with him on 95% of the things, maybe 99%,” Allen said. “But as an actor, he was very good. He was very convincing and he had a charismatic quality as an actor. And I’m surprised he wanted to go into politics. Politics is nothing but headaches and critical decisions and agony. And this was a guy I used to see at the Knick games. And he liked to play golf and he liked to judge beauty contests and he liked to do things that were enjoyable and relaxing. And why anyone would want to suddenly have to deal with the issues of politics is beyond me. But apparently he doesn’t mind.”